Where people in Pittsfield are looking to buy homes Stacker #10. Bennington, VT - View share: 2.4%- Median listing price: $590,000- Median listing price per square foot: $274 #9. New Haven, CT - View share: 2.5%- Median listing price: $417,000- Median listing price per square foot: $261 #8. Bridgeport, CT - View share: 2.5%- Median listing price: $847,000- Median listing price per square foot: $383 #7. Worcester, MA - View share: 3.0%- Median listing price: $524,900- Median listing price per square foot: $282 #6. Albany, NY - View share: 3.1%- Median listing price: $415,000- Median listing price per square foot: $227 Cities with the fastest-growing home prices in the Pittsfield metro area #5. New York, NY - View share: 4.3%- Median listing price: $764,000- Median listing price per square foot: $523 #4. Providence, RI - View share: 5.8%- Median listing price: $567,500- Median listing price per square foot: $322 #3. Hartford, CT - View share: 6.0%- Median listing price: $412,400- Median listing price per square foot: $239 #2. Boston, MA - View share: 8.0%- Median listing price: $839,900- Median listing price per square foot: $464 #1. Springfield, MA - View share: 10.4%- Median listing price: $393,349- Median listing price per square foot: $236This story features data reporting and writing by Elena Cox and is part of a series utilizing data automation across 369 metros. Highest-ranked pizza restaurants in Pittsfield by diners Canva